A new, doubly convergent synthesis of anthracyclinones. Diels-alder additions to 2,3,5,6-tetrakis(methylene)-7-oxanorbornane.

Synthesis of (±)-4-Demethoxydaunomycinon

Synthesis of (±)-4-Demethoxydaunomycinone by Double Diels-Alder Additions to 2, 3, 5, 6-Tetramethylidene-7-oxanorbornane

✍ Yvonne Bessière; Pierre Vogel 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 German ⚖ 782 KB

## Abstract Sequential __Diels‐Alder__ additions of methylvinyl ketone and dehydrobenzene to 2, 3, 5, 6‐tetramethylidene‐7‐oxanorbornane **(4)** yielded the (5, 12‐epoxy‐1, 2, 3, 4, 5, 6, 11, 12‐octahydro‐2‐naphtacenyl) methyl ketone **(10)** which, in few steps was oxidized to a precursos of (±)‐4